Estreito da Calheta vacation rentals

4.95 out of 5 average rating, 259 reviews

A wide-view window displays stunning coastal scenery, framed by the angled roof of the mezzanine. The ocean's horizon meets the rugged cliffs under a partly cloudy sky, while a wooden surface stretches forwards, reflecting natural light.

Place to stay

Uni WATER Studio

Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

An infinity pool overlooks the Atlantic Ocean, reflecting the warm hues of sunset. A colorful float occupies the pool, surrounded by a serene landscape of hills and rooftops. The tranquil ambiance creates a beautiful setting for relaxation and enjoyment.

4.95 out of 5 average rating, 115 reviews

Old Wine Villa

Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!

5 out of 5 average rating, 13 reviews

An open-plan loft area is showcased with a cozy dining table and chairs set near a kitchenette. Large windows fill the space with natural light, offering ocean views. A workspace is present, featuring a desk and ergonomic chair, enhancing the practical layout of the room.

Apartment

The Loft at Casa Serena

Experience the stunning View from our sunny loft! Our cozy, open plan Loft features a fully equipped kitchenette, dining table with stunning ocean views, comfortable double bed, walk-in shower in the bathroom, WiFi, desk for work or leisure and cozy balcony for relaxation. Just a little heads-up: This delightful loft embraces the beauty of the sunrise, so you’ll awaken each morning bathed in natural light—curtains are not part of the charm! Enjoy those enchanting sunrises and sunsets!

A view of a sunset over the ocean is framed by large windows, with a couple gazing at the scenery. Lush greenery and terracotta rooftops are visible below, while the mountains rise in the distance, enhancing the tranquil atmosphere.

4.97 out of 5 average rating, 171 reviews

Tropical house :) 2 min to the sea, views, nature

Tropical house :) - renovada recentemente, tudo é novo e fresco - ar condicionado na sala - 2 minutos para a praia (50 metros) e estacionamento fácil - vista mar e sunsets deslumbrantes - varanda e pátio privados para refeições no exterior - cozinha totalmente equipada - (forno, máquina de lavar a loiça, microondas, máquina de lavar a roupa, etc) - Internet rápida, smart TV e coluna bluetooth - excelente localização (acesso fácil a toda a ilha, caminhadas e praias) - Check in autónomo

4.88 out of 5 average rating, 632 reviews

A scenic view showcases a lush garden area with various plants and flowers, complemented by a tree in the foreground. The ocean is visible in the background, framed by rolling hills. A tent structure is partially seen on the right side, blending naturally with the surroundings.

Tent

Be adventurous , something completely different

Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might have neighbours.

The night sky is filled with stars, showcasing the Milky Way's vastness. Below, faint lights from nearby settlements illuminate the landscape, creating a serene connection between nature and humanity. The image captures a tranquil atmosphere, inviting viewers to appreciate the beauty of the night.

4.99 out of 5 average rating, 233 reviews

Top View House

Top View House é uma casa nova (remodelada em novembro de 2017) com dois quartos de dormir, uma sala, uma cozinha, duas casas de banho e duas varandas. Situada num bairro calmo em plena natureza com vistas exuberantes. Próxima da Levada Nova e de percursos pedonais (Rabaçal, 25 fontes, Lagoas da Dona Beja e do Vento), também a 10 minutos (de carro) de uma praia de areia amarela, Museu de arte contemporânea da Madeira – Mudas, supermercado, restaurantes, padarias, urgências, farmácia.

4.94 out of 5 average rating, 65 reviews

Villa

Beige Rock Villa

The Beige Rock Villa proposes one bedroom, for up to 2 guests, and a large living room opening to a comfortable outdoor area, including a private heated infinity swimming pool. Its stylish design blends harmoniously in the cliffy landscape and with the neighbouring 2 bedrooms Grey Rock Villa, while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

4.95 out of 5 average rating, 108 reviews

An open entryway framed by dark wooden beams guides the view towards the ocean. Lush greenery and colorful flowers, including vibrant pink bougainvillea, create a natural boundary. Stone pathways and potted plants are visible against a clear blue sky, enhancing the atmosphere of tranquility.

Tiny home

Magro's House

This is an AL (local accommodation) studio, with about 36m2, modern, integrated in a centenary stone house – designated Casa Mãe – with a magnificent view to the Atlantic Ocean. Guests can access a beautiful garden with grass and indigenous/endemic plants as well a small garden with tropical fruits. You will enjoy magnificent sunsets and hear the sounds of nature – birds, frogs and butterflies in some seasons of the year.

Superhost

Dome

4.91 out of 5 average rating, 100 reviews

Soul Glamping - Luxury Dome with private jacuzzi

Soul Glamping is a luxury eco-retreat - unique in Madeira island - where 5 state-of-the-art domes are to be found in absolute harmony with the surrounding nature. Purposefully located in the island southwest, with the most beautiful coast line and ocean views. Secluded in nature with breathtaking views, Soul Glamping is tailored to nature loving individuals who seek pure magic, relaxation and absolute privacy.

4.98 out of 5 average rating, 173 reviews

An infinity pool is illuminated at night, reflecting lights against the tranquil water. Surrounding plants add a touch of green, while the ocean stretches beyond, merging with the sky as the sun sets. A wooden deck enhances the serene outdoor space.

Apartment

Meu Pé de Cacau - Studio Papaya in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

4.94 out of 5 average rating, 100 reviews

The kitchen features modern appliances and a sleek black countertop. A double sink is positioned beneath a window that offers expansive views of the Atlantic Ocean. Natural light fills the space, highlighting the contemporary design.

Apartment

Marina View Apartment - Pool, Aircon & Ocean View

Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

4.97 out of 5 average rating, 385 reviews

A serene outdoor space features a hammock suspended between lush tropical plants, including a banana plant. A decorative statue adds character, while a table and chairs are positioned nearby, offering a view of the ocean and vibrant flora surrounding the area.

Yurt

Mango Yurt ~ EcoGlamping in a Hidden Paradise

Wake up surrounded by tropical banana trees, listening to the waves by the beach and the spring water falling down the waterfall. This new Glamping site in Madeira Island is the perfect spot to relax, camping in comfort & luxury surrounded by nature. More pictures at @cantodasfontes (insta)

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Estreito da Calheta vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Estreito da Calheta

5 out of 5 average rating, 16 reviews

Villa

Quinta Marefe - On the stunning west coast

4.97 out of 5 average rating, 166 reviews

A sunny space features a splash pool surrounded by well-maintained grass and tropical plants. White walls contrast with dark volcanic rock in the background. A covered outdoor dining area is visible, providing a shaded space for meals while enjoying the outdoors.

Cottage

Villa Papaya

Superhost

Villa

5 out of 5 average rating, 5 reviews

Villa Nicuma by Escape to Madeira

A modern villa features an inviting outdoor space with a pool, surrounded by sun loungers and palm trees. The sleek design includes large glass doors offering views of the surrounding hills, providing easy access to the spacious terrace for relaxation and dining.

5 out of 5 average rating, 18 reviews

Vila Bela

An expansive infinity heated pool is set against a backdrop of rolling green hills and urban landscapes. Comfortable loungers are arranged beside the pool, providing space for relaxation. The clear blue sky with a few wispy clouds enhances the tranquil atmosphere of this outdoor space.

5 out of 5 average rating, 66 reviews

Peak A Boo (Private Heated Pool & Private Parking)

A unique swimming pool is partially embedded within rock formations, featuring crystal-clear water that reflects the bright blue sky above. Natural light filters through, creating a serene atmosphere in this inviting space.

5 out of 5 average rating, 21 reviews

Villas Calhau da Lapa 10

4.91 out of 5 average rating, 88 reviews

A panoramic view showcases the vast ocean under clear blue skies. The coastline features gentle waves breaking on sandy shores. In the foreground, cactus plants with vibrant green pads add texture to the scene, while the distant village is visible nestled among the greenery.

Condo

Villa do Pombal II, sea view apartment

An inviting outdoor terrace offers a view of the ocean, featuring a hammock suspended between posts. A chair is positioned on the grass, and lush greenery complements the coastal landscape. The space is designed for relaxation and enjoying the serene surroundings.